NIO

NICOTINIC ACID

Created:	1999-07-08
Last modified:	2024-10-02

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59 entries where NIO is found as a standalone ligand16 entries where NIO is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	14
Chiral Atom Count	0
Bond Count	14
Aromatic Bond Count	6

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Chemical Component Summary
Name	NICOTINIC ACID
Systematic Name (OpenEye OEToolkits)	pyridine-3-carboxylic acid
Formula	C₆ H₅ N O₂
Molecular Weight	123.109
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)c1cccnc1
SMILES	CACTVS	3.341	OC(=O)c1cccnc1
SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
Canonical SMILES	CACTVS	3.341	OC(=O)c1cccnc1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
InChI	InChI	1.03	InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)
InChIKey	InChI	1.03	PVNIIMVLHYAWGP-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB00627
Name	Niacin
Groups	approved nutraceutical investigational
Description	Niacin is a B vitamin used to treat vitamin deficiencies as well as hyperlipidemia, dyslipidemia, hypertriglyceridemia, and to reduce the risk of myocardial infarctions.[L7550,L7553,L7556,L7559,L7562,L7565]
Synonyms	3-Pyridinecarboxylic acid 3-carboxypyridine Niacina Acide nicotinique Acidum Nicotinicum m-pyridinecarboxylic acid anti-pellagra vitamin β-pyridinecarboxylic acid ácido nicotínico Nikotinsäure Niacin 3-Pyridylcarboxylic acid Nicotinic acid pyridine-β-carboxylic acid
Brand Names	Body Rox M-Natal Plus Multi Flow Tablets Phytovim Cap Pro Hers Vanilla Vita Vim Multivitamins and Minerals Tab Integra Vita-vim With Beta-carotene - Tab Niacin Tab 500mg Ni-C-E-LE Plus Envirocomplex Spectrum 2 Cap NovaFerrum Multivitamin with Iron Pediatric Drops Niacin Cap 250mg Bev 29 Tab Animal Shapes Niacin-100 Tab 100mg Nitro Vites - Tab Vitafol Caplet Daily-Vite Men's 50+ Gesticare DHA Multi-Vitamin Fluoride Drops Niacin Tab 250mg One A Day Advance Adults 50+ Formula O.C. Niacin Src 400mg Davimet Vita-vim - Tab Cc II Remedium - Liq Orl Vita B Complex Tab Formula Hh Iron Folate Plus Niacin Tab 100mg Yeast Free Metacinamide Tab Cda-21 Vitamins With Non-medicinal Probiotic Complex Chromemate Vitamin B Compound Tab One A Day Advance Adults B6 Plus Tab Fortistress Tab Niacin-niacinamide Tab Orange Flavored Crystal Chews Tab Usana Megavitamin Tablets - Tab Nutra Boost Folika-T bioJET Vitafol Fe Plus B 6 Plus Formula Cw-caplet Vita Balance 2000 Hemocyte Plus Niodan 500 Mg Time Release Tablets Timed Release Vita-vim Srt Abavite B-complex Tab Vitalife - Capsule Doctor's Choice Brand for Men Grand Master Formula Tab Multivitamins and Minerals for Young Women Escavite D WesCap-C-DHA Multi Tabs Prenatal, DHA Vita Vim With Beta Carotene-caplet Card-floe II Tab Red American Eagle Vitamin Supplement Drink Hyporyl - Tab Multi Vitamines - Liq Swiss One Timed Release Tab Vitafol OB Caplet PreNatal Vitamins Plus Multi-Vitamin Fluoride and Iron Drops Multitabs Multivitamins and Minerals With Betacarotene Tablets O-Cal Prenatal Vitamin Niacin Ctr Srt 500mg Master Key Multi Vitamin Multi Mineral Formula 2 American Plus Energy & Vitamin Drink NESTABS ABC Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA MVC-Fluoride Multicaps ahoSAN Vtb Vitamin and Mineral Supplement Prenatal Mega Antioxidant Natural Source Spectrum With Beta Carotene Niacin Pwr 800mg/1.25ml Rogenic American Eagle Energizer Plus Vitamin Supplement Drink Niacin 100 Mg Tablets Virt-C DHA Davimet with Fluoride Nephrocaps Pro Enz Tab Davimet-M Puralor Niacin Caps 100mg Mega Capsules C-B Complex Lipovitan Lutime Nata Komplete Multi-phyto Capsules Niacin 100 mg Niacin 250mg Strovite Forte Caplet Innersource Tab Stress Formula Multi-B Comp + 500mg Vit C Cap Master Key Formula 3 Tab Prenatal Vitamins Plus Low Iron Nephrocaps-QT Taron-C DHA Niacor Ifb Poly-Vi-Flor Gummies Vitamin B3 Tab 10mg USP Chewable Vc II Niacin 500 Mg and Inositol Niacin 100mg Adeks Tablets Niacin 100mg Tab Prenatal Prenatal Formula Tab Vege Swiss One Multivitamin W Chel Mins Tab Luna Vitamin and Mineral Bar for Women Complex 5 - Pwr Multivitamin with fluoride Niacin 50mg Escavite Lq Formula Lf Protect Plus SO 60 Niacin Tab 100mg USP Integra Plus Vitafol Plus DermaNIC Cal M Tab Niacin Mycelized Childrens Multi-vitamin Liq Folivane-Plus with Ascorbic Acid Precursors Vitamin & Mineral Formula 1 Dietary Supplement B-3 500mg Continuous Released Gtf-vitamin-minerals & Pancreatin Tab Lustime Angel Niachrom Capsule 24 Multivitamins + Minerals Iron, Vit & Min Supp Dr. AVi MULTIVITAMIN with Zinc, Real Ginger, Lemon and Lemongrass Vita-Rx Diabetic Vitamin Cavan Prenatal Phytopure Tri B3 Src 300mg Vitamin B + C Cap Revitalize Multi-vitamin and Mineral Complex Protect Cardio AF Kindervites Formula Cp Cap Multi-Vitamin With Fluoride Poly-Vi-Sol Multi #2 Shen Min Vitamin Supplement Acti-niacin Caplet 500mg Formula F L W Mega Vitaminerals Flush Free Niacin With Inositol Lustime Unicorn Niacin Tab 100mg Novel Vita Multivit with Fluoride Select OB VITAFOL Gummies Iron 25mg With Vit B-cmplx, Vit C, Cu & Mo Niaspan Vitamin B Complex Tab Vasodyn Tab Niacin Inj 100mg/ml Tendera-OB Revit Multi-vitamins and Minerals Armax Lip - Fac Formula Genicin Vita-S Niaspan ER Concept DHA Vitamin B Complex Suppl Men's Harvest Of Values All B Complex Tab Niacin Tab 475mg Multivitamins and Minerals for Young Men Super Daily No 2 Children's Chewable Tab Multivitamin with Fluoride Folivane-F Provida DHA TriStart ONE Wellness Formula One Daily VITES Vita Day Tab Niacin 500mg Reaphirm Plant Source DHA Vp-pnv-dha My Favorite Niacin and Inositol Tab Formula # 7 Tab 50mg Fusion Activator Formula Tab Red Bull Niaspan Fct Iron Folate-F Multi-force for Women Tab Fusion Plus Antivert Tab PROTECT IRON Liquid Advicor Super Stress Mega B Plus 1000mg Vit C Tab Lipo-B-C Tab TriStart DHA Vitafol One WestGel DHA Folivane-OB TriStart FREE Sustained Release Niacin 500mg Multi Vitamin-mineral Formula Niacin Tab 50mg Simcor Dothelle DHA Reno Caps Vyo Cylate - Pwr Lipotropic Ctr Only One - Tablet O-Cal FA multivitamin Mega 13 Multivitamin Formula Hsn Formula Niacin Tablets 500mg USP Maximum Once A Day Vitafol-OB Plus DHA Prenatal Supplement Plus DHA NovaMV Multivitamin Mhb Provida OB Se-Natal Gtf Support Caplet Complete One A Day Tab B3 Lipall Plus Tab Ultimate Tab OB Complete 400 Sveets Maxum Multi-vite Cavan Heme OB Vp-heme Ob DHA Nicazyme Multi-Vitamin One-A-day Advance Men's Nicaprin Concept OB healthy mamaBE WELL ROUNDED BE WELL ROUNDED Myhephron Dialysis and Stress Supplement 50 Plus Extra Once A Day Irospan 24/6 Niacin 100mg Tablets USP Time Released Niacin 500 mg TL-Fluorivite Cool B Formula Cw Hi Potency B Complex W Chelated Minerals Multi-actin Integra F JEUNCELL Hair restorer and Hair Growth Solution
Indication	Niacin is indicated to prevent vitamin deficiencies in pediatric and adult patients receiving parenteral nutrition as part of multivitamin intravenous injections.[L7550,L7553,L7556,L7559] Niacin oral tablets are indicated as a monotherapy or in combination with simvastatin or lovastatin to treat primary hyperlipidemia and mixed dyslipidemia.[L7562,L7565] It can also be used to reduce the risk of nonfatal myocardial infarctions in patients with a history of myocardial infarction and hyperlipidemia.[L7562,L7565] Niacin is also indicated with bile acid binding resins to treat atherosclerosis in patients with coronary artery disease and hyperlipidemia or to treat primary hyperlipidemia.[L7562,L7565] Finally niacin is indicated to treat severe hypertriglyceridemia.[L7562,L7565]
Categories	Agents Causing Muscle Toxicity Cardiovascular Agents Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Diet, Food, and Nutrition Food Growth Substances Hyperglycemia-Associated Agents Hypolipidemic Agents Hypolipidemic Agents Indicated for Hyperlipidemia Lipid Modifying Agents Lipid Modifying Agents, Plain Lipid Regulating Agents Micronutrients Miscellaneous Antilipemic Agents Nicotinic Acid and Derivatives Nicotinic Acids Non-statin Hypolipidemic Agents Indicated for Hyperlipidemia Noxae Organic Anion Transporting Polypeptide 2B1 Inhibitors Peripheral Vasodilators Physiological Phenomena Pyridines Thyroxine-binding globulin inhibitors Toxic Actions Vasodilating Agents Vitamin B Complex Vitamins
ATC-Code	C10AD02 C10AD52 C10BA01 C04AC01
CAS number	59-67-6

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Hydroxycarboxylic acid receptor 3	MNRHHLQDHFLEIDKKNCCVFRDDFIAKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Diacylglycerol O-acyltransferase 2	MKTLIAAYSGVLRGERQAEADRSQRSHGGPALSREGSGRWGTGSSILSAL...	unknown	inhibitor
Hydroxycarboxylic acid receptor 2	MNRHHLQDHFLEIDKKNCCVFRDDFIVKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Nicotinate-nucleotide pyrophosphorylase [carboxylating]	MDAEGLALLLPPVTLAALVDSWLREDCPGLNYAALVSGAGPSQAALWAKS...	unknown	binder
Nicotinamide N-methyltransferase	MESGFTSKDTYLSHFNPRDYLEKYYKFGSRHSAESQILKHLLKNLFKIFC...	unknown	binder
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inhibitor
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	inhibitor
Thyroxine-binding globulin	MSPFLYLVLLVLGLHATIHCASPEGKVTACHSSQPNATLYKMSSINADFA...	unknown	inhibitor
Organic cation/carnitine transporter 2	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Solute carrier organic anion transporter family member 2B1	MGPRIGPAGEVPQVPDKETKATMGTENTPGGKASPDPQDVRPSVFHNIKL...	unknown	inhibitor
Monocarboxylate transporter 1	MPPAVGGPVGYTPPDGGWGWAVVIGAFISIGFSYAFPKSITVFFKEIEGI...	unknown	substrate
Sodium-coupled monocarboxylate transporter 1	MDTPRGIGTFVVWDYVVFAGMLVISAAIGIYYAFAGGGQQTSKDFLMGGR...	unknown
Monocarboxylate transporter 4	MGGAVVDEGPTGVKAPDGGWGWAVLFGCFVITGFSYAFPKAVSVFFKELI...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682